Cheap Flights to Key West from $42

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How Much Does it Cost To Fly To Key West?

The cheapest prices found with in the last 7 days for return flights were $102 and $42 for one-way flights to Key West for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPAKey WestJanuary 12 to January 14$110
BOSKey WestJanuary 12 to January 19$147
EWRKey WestJanuary 13 to January 17$232
EWRKey WestJanuary 13 to January 17$232
RFDKey WestMarch 24 to April 1$249
DTWKey WestJanuary 30 to February 11$273
ATLKey WestJanuary 26 to February 3$279
BWIKey WestJanuary 18 to January 27$283
CLTKey WestJanuary 24 to January 31$397
PHLKey WestJanuary 14 to January 24$414
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAKey WestDecember 27 to December 29$148
BWIKey WestDecember 28 to January 6$553
BOSKey WestDecember 28 to December 31$560
DTWKey WestDecember 27 to December 31$573
ATLKey WestDecember 28 to January 6$609
CLTKey WestDecember 28 to January 17$628
LGAKey WestDecember 28 to January 6$641
ORDKey WestDecember 26 to December 31$676
PHLKey WestDecember 27 to January 1$680
EWRKey WestDecember 26 to January 1$772
*Prices include taxes and fees

Key West Flight Information

Traveling to
Key West
Lowest Price
$102
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Key West Accommodation Deals

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$272 nightly
The price is $305 total per night from Dec 22 to Dec 23
$305 total
Dec 22 - Dec 23
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,236 reviews)
Staff was great

Reviewed on Dec 19, 2025

Opens in a new windowSouthwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$207 nightly
The price is $233 total per night from Dec 22 to Dec 23
$233 total
Dec 22 - Dec 23
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (1,000 reviews)
Es un hotel que está en proceso de renovación, por fuera se ve no muy bien, pero las habitaciones y la limpieza que encuentras adentro es impresionante. En mi próximo viaje lo volvería a reservar sin lugar a dudas

Reviewed on Dec 10, 2025

Opens in a new windowSeashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$220 nightly
The price is $245 total per night from Dec 23 to Dec 24
$245 total
Dec 23 - Dec 24
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,011 reviews)
great location and nice property

Reviewed on Dec 16, 2025

Opens in a new windowDuval House
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Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$278 nightly
The price is $313 total per night from Jan 4 to Jan 5
$313 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,290 reviews)
Fresh and hot food. Great coffee and fresh. Nice that its available till 10:30 am

Reviewed on Dec 17, 2025

Opens in a new windowHampton Inn Key West FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Key West with Airport Shuttles

Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$278 nightly
The price is $313 total per night from Jan 4 to Jan 5
$313 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,290 reviews)
Fresh and hot food. Great coffee and fresh. Nice that its available till 10:30 am

Reviewed on Dec 17, 2025

Opens in a new windowHampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$269 nightly
The price is $303 total per night from Jan 4 to Jan 5
$303 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,000 reviews)
The room was clean and comfortable. Pool area was fabulous! Staff was friendly and helpful too

Reviewed on Dec 17, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
The Garden House

The Garden House

3 out of 5
329 Elizabeth Street Key West FL
$210 nightly
The price is $234 total per night from Dec 22 to Dec 23
$234 total
Dec 22 - Dec 23
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (668 reviews)
Host is very friendly and promotes good ambiance. He also makes homemade breakfast options. The whole experience/atmosphere is very relaxed.

Reviewed on Nov 20, 2025

Opens in a new windowThe Garden House
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Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$310 nightly
The price is $349 total per night from Jan 4 to Jan 5
$349 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,785 reviews)
Very comfortable

Reviewed on Dec 15, 2025

Opens in a new windowBeachside Resort & Residences
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$299 nightly
The price is $336 total per night from Jan 4 to Jan 5
$336 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,753 reviews)
Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job!

Reviewed on Dec 14, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
$424 nightly
The price is $477 total per night from Dec 22 to Dec 23
$477 total
Dec 22 - Dec 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,008 reviews)
Pet friendly

Reviewed on Dec 15, 2025

Opens in a new windowThe Marker Key West Harbor Resort
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
$412 nightly
The price is $464 total per night from Dec 22 to Dec 23
$464 total
Dec 22 - Dec 23
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
8.2/10 Very Good! (474 reviews)
Clean, great staff and location.

Reviewed on Dec 13, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$345 nightly
The price is $389 total per night from Jan 13 to Jan 14
$389 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (2,940 reviews)
Great experience. Will definitely go back!

Reviewed on Dec 16, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$345 nightly
The price is $389 total per night from Jan 13 to Jan 14
$389 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (2,940 reviews)
Great experience. Will definitely go back!

Reviewed on Dec 16, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West
Great for families

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (999 reviews)

Families like: Outdoor pool, babysitting, close to beach, bicycle rentals

Travelers say...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...

Reviewed on Dec 4, 2025

Opens in a new windowMargaritaville Beach House Key West
Blue Flamingo Resort Key West
Great for families

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$292 nightly
The price is $329 total per night from Jan 8 to Jan 9
$329 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,782 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
Rooms where great, staff was excellent. Check In and out was very smooth. Shuttle bus was great

Reviewed on Dec 19, 2025

Opens in a new windowBlue Flamingo Resort Key West
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Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$299 nightly
The price is $336 total per night from Jan 4 to Jan 5
$336 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,753 reviews)
Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job!

Reviewed on Dec 14, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Key West Flight and Hotel Packages

Key West flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
Hyatt Vacation Club at Windward Pointe, Key West
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Don't see what you're looking for?
See all available trips from Boston to Key West
View all trips

Key West flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
The Key West Hotel
Hyatt Vacation Club at Beach House, Key West
Don't see what you're looking for?
See all available trips from Boston to Key West
View all trips

Key West flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
The Key West Hotel
Oceans Edge Key West Resort, Hotel & Marina
Don't see what you're looking for?
See all available trips from Philadelphia to Key West
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Need a Car For After Your Flight?

Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Flights To Key West

Pristine coral reefs, fiery sunsets (and sunrises!), and miles of endless emerald waves—if you’re thinking of Key West flights (EYW), you already know all this beauty is in store. But this tiny island may still amaze you. You’ll find both the expected—glass-bottom kayaks, fresh seafood, hammocks and mai tais—and the unexpected—pirate tours, presidential houses, and Civil War forts. When your plane touches down in paradise, there are no obligations, so journey among the pastel clapboard cottages and discover your next adventure.

Transportation from EYW

Airfare to Key West lands you minutes from the fun. Hotels near Key West International Airport could be your perfect match. Just 4 miles from downtown, you’ll be away from the hustle and bustle but close enough to enjoy the sights. To get in on the action, stay near Duval Street on the western end of the island. Book an airport shuttle ahead of time—or catch a shuttle or taxi when you land—and you’ll be at your hotel before you can say “coconut telegraph.” Car rentals are available at the airport, but depending on where you’re staying, having a vehicle on Key West can be more hassle than helpful. Do as the locals do and rent a bicycle, or just hoof it. At just over seven square miles, with a mile-long downtown, Key West is the epitome of the walkable city. Meander in the footsteps of famous visitors, from Jimmy Buffett to Ernest Hemingway to Harry Truman—two of whom have landmarks named after them (sorry Jimmy, Margaritaville doesn’t count!).

Get Gulfside in Key West

We hope you like seashells, because you’re entering the Conch Republic. In this laissez-faire archipelago, you’re free to be, and do, whatever you desire. Book cheap flights to Key West with Travelocity and get your ticket to tranquility. We also have the best deals on Key West vacation packages—bundle and save today, then start exploring tomorrow.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.